Ok, basic review: really enjoyed the game. I do not think you need to add more "fluff" or "filler" to show their relationship progressing. In the old days, when people actually read books and used imagination, people filled in the blanks on this type stuff, and imagined/assumed things like them spending time together watching shows, talking, etc, without needing to be shown every single second like this was a reality TV or Facebook tracking program.
I say it's fine like it is for 99% of the game. if you want to add a scene or two then fine, otherwise it's good as-is, and simply asking about how fun the movie night was, without needing to show it, works and saves render time for important story elements and not fluff.
As for those who say the MC is "dick training" the roommate, really? Do you think this way about every woman IRL that you know? Heaven forbid a woman actually make a choice of her own free will and not because some male mysogynoist thinks he has to 'control' the actions of every female on the planet. I for one would be very disappointed if the MC was written this way, or started having these type thoughts/actions be rewarded in game and not lead to a pretty disasterous bad ending. Having the characters, all the characters, react in unexpected or even anti-typical fashion is true to life and I think makes the story much more interesting. It's pretty boring when you can predict how everyone in a story will react.